反应详情

To a stirred solution of methyl 4-bromo-3-methylbenzoate (5 g, 21.8 mmol) in dry 1,4-dioxane (100 mL), were added dry Cs2CO3 (10.65 g, 32.7 mmol) and morpholine (2.3 g, 26 mmol). The mixture was degassed for 10 min. BINAP (0.67 g, 1.1 mmol) and palladium(II)acetate (0.24 g, 1.1 mmol) were added under N2 and the resulting mixture was refluxed for 15 h. The reaction mixture was filtered through a pad of celite and the filtrate was evaporated. The crude product was purified by flash chromatography, affording the title compound as a yellow solid (4.3 g, 84%). 1H NMR (CDCl3, 400 MHz) δ 7.86-7.90 (m, 2H), 7.13-7.16 (d, 1H), 3.98-4.0 (m, 4H), 3.91 (3H, s), 3.10-312 (m, 4H), 2.45 (3H, s). LC/MS (Method A): 236.0 (M+H)+. HPLC (Method B) Rt 2.24 min (Purity: 95.3%).

1. customThe mixture was degassed for 10 min
2. temperaturethe resulting mixture was refluxed for 15 h
3. filtrationThe reaction mixture was filtered through a pad of celite
4. customthe filtrate was evaporated
5. customThe crude product was purified by flash chromatography